Preparation of polyphenols by oxidation of hydroxybenzaldehydes

Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing

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568424, 568706, 568746, 568764, 568765, 568766, 568649, 568650, 568651, 568771, C07C 4564

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044356013

ABSTRACT:
Optionally aldehyde substituted polyphenols are prepared by oxidizing, with hydrogen peroxide, a hydroxybenzaldehyde bearing at least one aldehyde substituent ortho- and/or para- to the nuclear hydroxyl group, in an aqueous reaction medium and in the presence of an alkali or alkaline earth metal base, the process being characterized in that the pH of the reaction medium is continuously maintained at a value no greater than 7 throughout the course of the oxidation reaction.
The subject process is well suited for the preparation of, e.g., hydroxy-p-vanillin from guaiacol, and the novel compound 2,4,6-triformylphenol.

REFERENCES:
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patent: 4119671 (1978-10-01), Bauer et al.
patent: 4190605 (1980-02-01), Muench et al.
patent: 4205188 (1980-05-01), Muench et al.
Patai, The Chemistry of the Carbonyl Group (1966), 749-753, 758-759.
Martin, J.A.C.S., vol. 74, (1952), 3024-3025.
Freeman et al., J.A.C.S., vol. 76, (1954), 2080-2087.

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